Wolf & Shepherd Shoes - Our Favorite Pieces For Fall

Presenting Five Ways We're Upgrading Our Shoes For Fall

The AskMen Acquire team thoroughly researches & reviews the best gear, services and staples for life.

Shoes are said to be the last thing we put on, but one of the first things people notice. Despite this belief, many of us are walking around in worn-out sneakers whose first impression says, “I prefer comfort over style.” And that would be apt, because dress shoes aren’t comfortable. There’s a reason why the businessmen on our morning commute wear sneakers with their well-tailored suits only to change into formal footwear at the office. Dress shoes may be good looking, but for those who are required to wear them to work, form often takes a backseat to function.

Fortunately, there’s a new brand of men’s shoes addressing this very issue called Wolf & Shepherd. It was founded by Justin Schneider, a former athlete, who spent part of his career working for adidas as a shoe designer where he learned about performance technology and how to apply it to footwear. Born out of a conversation he had with a friend about professionals and the dress-shoe struggle, he decided to combine the design of a dress shoe with the feel of a sneaker. This is a game changer.

The brand uses a running shoe technology that is manufactured in the U.S. and each pair is hand-sewn in Porto, Portugal, using fine Italian leather. The shoes also feature a laser-cut outsole, which means you can resole them as needed. This also means your shoes can potentially last a lifetime, which, for a pair that costs as much as any respectable dress shoe (between $225 and $425) is more than reasonable.

Wolf & Shepherd offers lace-ups, slip-ons, and boots, all of which look at once classic and modern. They’re the type of shoes that’ll look equally sharp with your suits as they will with your weekend jeans. To get a better understanding of why Wolf & Shepherd is resonating with men, we asked four of AskMen’s staffers to talk about their favorite pair.

AskMen Office Pick: The Gunner Driver In Navy

Dressing doesn’t get easier than slipping on a pair of loafers. That’s why it’s no surprise that the most popular style among AskMen staffers is the Gunner Driver. What’s more is that these are water resistant, so you can even wear them to the office on a rainy day. Pair them with a gray suit during the workweek, and with dark, slim-fit jeans and a blazer on casual Fridays.$225.00 at WolfAndShepherd.com

Guillaume’s Pick: Senna Wingtip In Maple

Guillaume Jaillet, Director of Commerce & Email Operations
I'm a big fan of the Senna Maple Wingtip. Most people tend to go for a classic black dress shoe, but I find brown/tan shoes to have more character when worn properly. Whether you pair them with your favorite jeans and a white tee or a nice suit jacket (not a black one, of course) you’ll add an edge to your look and stand out without overdoing it.$365.00 at WolfAndShepherd.com

Andre’s Pick: The Closer Cap Toe In Maple

Andre Poupada, SEO Analyst
Wolf & Shepherd’s Closer Maple Cap Toe immediately caught my eye. My first thought was that they’re very nice-looking, well-made, and that I could pair them with a suit or even jeans and a button-down shirt. My second thought was amazement at how comfortable they are. I've worn my fair share of dress shoes and boots and this pair is — by far — the most comfortable.$345.00 at WolfAndShepherd.com

Sean’s Pick: The Striker Chukka In Chocolate

Sean Kershaw, Newsletter Editor
The fact that you can pretty much pair the Striker Chukka in chocolate with any outfit — from suits to Levi's — is only topped by the fact that they're made with a similar technology as the sneakers I wear to the gym. Unlike actual chukkas, you could literally wear them every day for a week without destroying your feet. What's more, they're pretty striking to boot!$335.00 at WolfAndShepherd.com

Christopher’s Pick: The Gambit Double-Monk In Slate

Christopher Hunt, Editor at Large
The Gambit Double-Monk is 100% my speed. It's one of those style of shoes I've always wanted. It's a little old-school and yet super fashion-forward. I would have no problem pairing them with a slim-cut, distressed pair of jeans, or even dark denim with a rolled cuff (sock-less). At the same time, this is an absolutely perfect shoe to punch up a gray suit or pair of dress pants. It's more versatile that I think most people realize.$365.00 at WolfAndShepherd.com

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